Palladium-Catalyzed Enantioselective Migratory Hydroamidocarbonylation of Amide-Linked Alkenes to Access Chiral &#945;-Alkyl Succinimides.

Wang, Zhen; Shen, Chaoren; Dong, Kaiwu

Palladium-Catalyzed Enantioselective Migratory Hydroamidocarbonylation of Amide-Linked Alkenes to Access Chiral α-Alkyl Succinimides.

Wang, Zhen; Shen, Chaoren; Dong, Kaiwu.

Afiliación

Wang Z; East China Normal University, School of Chemistry and Molecular Engineering, CHINA.
Shen C; East China Normal University, School of Chemistry and Molecular Engineering, CHINA.
Dong K; East China Normal University, Shanghai Key Laboratory of Green Chenistry and Chemical Process, 500 Dongchuan Rd, 200241, Shanghai, CHINA.

Angew Chem Int Ed Engl ; : e202410967, 2024 Jul 15.

Article en En | MEDLINE | ID: mdl-39007709

ABSTRACT

ABSTRACT

A Pd-catalyzed asymmetric isomerization-hydroamidocarbonylation of amide-containing alkenes was developed, affording a variety of chiral a-alkyl succinimides in moderate to good yields with high enantioselectivities. The key to success was introducing bulky 1-adamentyl P-substitution and 2,3,5,6-tetramethoxyphenyl group into the rigid P-chirogenic bisphosphine ligand to create stronger steric hinderance and deeper catalytic pocket. By this approach, regio- or stereo-convergent synthesis of enantiomeric succinimides from the mixture of olefin isomers was achieved.

Palabras clave

Asymmetric catalysis; Carbonylation; chiral succinimides; isomerization; palladium

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Alemania

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